![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/3176731020/roncolla-2.webp)
Cycling Through History
A road cycling route starting from Volterra
A road cycling route filled with historic highlights
Map
![Map miniature of "Cycling Through History" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/volterra/road/96526.webp)
Embark on a journey through history with this road cycling route near Volterra. Over a distance of 68 kilometers, you will conquer a challenging ascent of 1,322 meters and pass by several fascinating highlights. Start your ride in Volterra, a town known for its ancient history and impressive city walls. As you pedal onward, you'll encounter gems such as Poggio della Bandita, a picturesque hill with panoramic views, and the iconic San Gimignano, a UNESCO World Heritage Site famous for its medieval towers. With a difficulty level of 3 out of 5 and an epicness rating of 4 out of 5, this route offers a perfect balance of challenging climbs and historical sights.
road
68 km
1322 m
Tough
Route profile
Highlights on the route
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Start: Volterra City centerVolterra: Cycling through the historic hilltop town of Volterra.
Volterra, located in the Tuscany region of Italy, is a historic town that offers a unique cycling experience. The town is situated on a hilltop, surrounded by breathtaking scenery and winding roads. Cyclists can explore the picturesque countryside and enjoy panoramic views of the surrounding valleys. Volterra is also known for its Granfondo Terre di Pisa cycling event, which attracts riders from all over the world. The event features challenging climbs and beautiful landscapes, showcasing the best of the region. Overall, Volterra is a top choice for cyclists looking for a mix of history, culture, and scenic rides.0 km
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VolterraTownDiscover the enchanting town of Volterra, renowned for its well-preserved medieval architecture and historical significance.
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Piazza Martiri della LibertàViewpointVisit Piazza Martiri della Libertà in Volterra, a lively square surrounded by beautiful buildings and vibrant cafes.
5 km
5 km
Poggio della Bandita185 mPeakAscend to Poggio della Bandita and enjoy stunning panoramic views of the countryside.
22 km
22 km
Il CastagnoHamletMarvel at the medieval Castagno Tower, which offers a unique glimpse into the region's past.
33 km
33 km
La RoccaViewpointExplore San Gimignano, a captivating UNESCO World Heritage Site known for its iconic medieval towers.
33 km
33 km
San GimignanoAttractionCycle through the picturesque town of San Gimignano, surrounded by beautifully preserved medieval architecture.
45 km
45 km
Campiglia dei FociVillagePass through the charming village of Campiglia dei Foci, known for its quiet atmosphere and traditional charm.
51 km
51 km
Poggio ai Colli364 mPeakReach the summit of Poggio ai Colli and enjoy stunning views of the rolling Tuscan hills.
64 km
64 km
RoncollaHamletTake a pit-stop at Roncolla and admire the beautiful surrounding countryside and vineyards.
65 km
65 km
Poggio Ridulfo411 mPeakClimb to Poggio Ridulfo and enjoy breathtaking views of the Val di Cecina region.
68 km
68 km
Finish: Volterra City centerVolterra: Cycling through the historic hilltop town of Volterra.
Cycling routes nearby:
![Image of Pomarance](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/pomarance-3.webp)
![Image of San Gimignano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/san-gimignano-4.webp)
![Image of Gambassi Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/gambassi-terme-5.webp)
![Image of Montaione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montaione-2.webp)
![Image of Peccioli](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/peccioli-4.webp)
![Image of Castelnuovo di Val di Cecina](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castelnuovo-di-val-di-cecina-4.webp)
![Image of Certaldo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/certaldo-3.webp)
![Image of Colle di Val d'Elsa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/colle-di-val-d-elsa-4.webp)
![Image of Casciana Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/casciana-terme-4.webp)